N-methylammodendrine

Details

• Internal ID: 7b7189a3-8e45-4f8b-9c22-9045af948cb1
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Tetrahydropyridines
• IUPAC Name: 1-[5-(1-methylpiperidin-2-yl)-3,4-dihydro-2H-pyridin-1-yl]ethanone
• SMILES (Canonical): CC(=O)N1CCCC(=C1)C2CCCCN2C
• SMILES (Isomeric): CC(=O)N1CCCC(=C1)C2CCCCN2C
• InChI: InChI=1S/C13H22N2O/c1-11(16)15-9-5-6-12(10-15)13-7-3-4-8-14(13)2/h10,13H,3-9H2,1-2H3
• InChI Key: SWGUPFWFYUMIGH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂N₂O
• Molecular Weight: 222.33 g/mol
• Exact Mass: 222.173213330 g/mol
• Topological Polar Surface Area (TPSA): 23.60 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• SWGUPFWFYUMIGH-UHFFFAOYSA-N
• 1-[5-(1-methylpiperidin-2-yl)-3,4-dihydro-2H-pyridin-1-yl]ethanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9614	96.14%
Caco-2	+	0.9420	94.20%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5580	55.80%
OATP2B1 inhibitior	-	0.8496	84.96%
OATP1B1 inhibitior	+	0.9575	95.75%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.7409	74.09%
P-glycoprotein inhibitior	-	0.9553	95.53%
P-glycoprotein substrate	-	0.7627	76.27%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6624	66.24%
CYP3A4 inhibition	-	0.8815	88.15%
CYP2C9 inhibition	-	0.8276	82.76%
CYP2C19 inhibition	-	0.7441	74.41%
CYP2D6 inhibition	-	0.9471	94.71%
CYP1A2 inhibition	-	0.6769	67.69%
CYP2C8 inhibition	-	0.9791	97.91%
CYP inhibitory promiscuity	-	0.8566	85.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5971	59.71%
Eye corrosion	-	0.9650	96.50%
Eye irritation	-	0.7371	73.71%
Skin irritation	-	0.6056	60.56%
Skin corrosion	-	0.8020	80.20%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5433	54.33%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6335	63.35%
skin sensitisation	-	0.8728	87.28%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7531	75.31%
Acute Oral Toxicity (c)	III	0.5518	55.18%
Estrogen receptor binding	-	0.9482	94.82%
Androgen receptor binding	-	0.7221	72.21%
Thyroid receptor binding	-	0.7170	71.70%
Glucocorticoid receptor binding	-	0.7342	73.42%
Aromatase binding	-	0.8656	86.56%
PPAR gamma	-	0.7572	75.72%
Honey bee toxicity	-	0.9530	95.30%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7969	79.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.35%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.61%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.94%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.27%	93.04%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.75%	97.25%
CHEMBL217	P14416	Dopamine D2 receptor	83.52%	95.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.82%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.30%	93.03%

Plants that contains it

• Castilleja miniata
• Dichilus pilosus
• Genista burdurensis
• Lupinus formosus
• Sakoanala villosa

Cross-Links

• PubChem: 11218329
• LOTUS: LTS0179565
• wikiData: Q104375615